摘要 |
PROBLEM TO BE SOLVED: To provide an optically active hydroxamic acid, useful as a new optically active hydroxamic acid ligand which is used as an asymmetric oxidation reaction catalyst including an asymmetric epoxidation reaction catalyst, especially useful as the new optically active hydroxamic acid ligand having an amino acid as a main skeletal structure. SOLUTION: This optically active hydroxamic acid of the formula (I) (R1 is a substituent containing no functional group; R2 and R3 are each a protective group on N, or may mutually bond to form the protective group; and R44 is a substituent containing no functional group) is obtained by reacting a free amino acid with a carboxylic anhydride, such as phthalic, 2,3-dimethylmalonic and 2,3-naphthalenedicarboxylic anhydride, and then reacting the formed amino acid in which a protective group is formed on the nitrogen atom of the amino acid with a hydroxylamine, such as diarylmethylhydroxylamine of the formula (III). When the optically active hydroxamic acid of the formula (II) is, for example, used in asymmetric epoxidation reaction of allyl alcohol where a vanadium catalyst is used, epoxy alcohol is obtained with a high selectivity (a yield of 96%; an enantioselectivity of 95%). |